US11129828B2ActiveUtilityA1

Pyridazinone compounds and their use as DAAO inhibitors

84
Assignee: TAKEDA PHARMACEUTICALS COPriority: Aug 22, 2011Filed: Sep 24, 2019Granted: Sep 28, 2021
Est. expiryAug 22, 2031(~5.1 yrs left)· nominal 20-yr term from priority
C07D 237/18A61P 29/02C07D 405/06A61P 25/00A61P 25/04C07D 237/16C07D 401/06A61K 31/501A61P 29/00C07D 407/10C07D 237/14A61P 43/00C07F 7/0812C07D 237/22A61P 25/18A61K 45/06C07D 401/10A61P 25/28A61K 31/50
84
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1
Cited by
147
References
10
Claims

Abstract

The present invention provides compounds of formula (I) and pharmaceutically acceptable salts thereof, wherein R1 and R2 are as defined in the specification, processes for their preparation, pharmaceutical compositions containing them and their use in therapy.

Claims

exact text as granted — not AI-modified
The invention claimed is: 
     
       1. A compound selected from 4-hydroxy-6-{2-[4-(trifluoromethyl)phenyl]ethyl}pyridazin-3(2H)-one and pharmaceutically acceptable salts thereof, wherein the compound is in crystalline form. 
     
     
       2. A pharmaceutical composition comprising the compound of  claim 1  and a pharmaceutically acceptable adjuvant, diluent or carrier. 
     
     
       3. A method of preparing a compound selected from 4-hydroxy-6-{2-[4-(trifluoromethyl)phenyl]ethyl} pyridazin-3(2H)-one and pharmaceutically acceptable salts thereof, wherein the compound is in crystalline form, the method comprising recrystallizing 4-hydroxy-6-{2-[4-(trifluoromethyl)phenyl]ethyl} pyridazin-3(2H)-one and/or one or more pharmaceutically acceptable salts thereof from a mixture comprising one or more solvents. 
     
     
       4. The method of  claim 3 , wherein the 4-hydroxy-6-{2-[4-(trifluoromethyl)phenyl]ethyl} pyridazin-3(2H)-one and/or one or more pharmaceutically acceptable salts thereof is recrystallized from a mixture comprising two solvents. 
     
     
       5. The method of  claim 3 , wherein the 4-hydroxy-6-{2-[4-(trifluoromethyl)phenyl]ethyl} pyridazin-3(2H)-one and/or one or more pharmaceutically acceptable salts thereof is recrystallized from a mixture comprising heptane and ethyl acetate. 
     
     
       6. A compound selected from 4-hydroxy-6-{2-[4-(trifluoromethyl)phenyl]ethyl}pyridazin-3(2H)-one and pharmaceutically acceptable salts thereof that is obtained according to the method of  claim 3 . 
     
     
       7. A compound selected from 4-hydroxy-6-{2-[4-(trifluoromethyl)phenyl]ethyl} pyridazin-3(2H)-one and pharmaceutically acceptable salts thereof that is obtained according to the method of  claim 5 . 
     
     
       8. A pharmaceutical composition comprising the compound of  claim 7  and a pharmaceutically acceptable adjuvant, diluent, or carrier. 
     
     
       9. The compound of  claim 1 , wherein the compound is 4-hydroxy-6-{2-[4-(trifluoromethyl)phenyl]ethyl} pyridazin-3(2H)-one. 
     
     
       10. The method of  claim 3 , wherein the compound is 4-hydroxy-6-{2-[4-(trifluoromethyl)phenyl]ethyl} pyridazin-3(2H)-one.

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